Hydrolysis of Esters and Amides by the Metallo Nucleophile Tp Cum,Me Zn–OH | Zendy

Ruf Michael | Zendy; Vahrenkamp Heinrich | Zendy

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Hydrolysis of Esters and Amides by the Metallo Nucleophile Tp Cum,Me Zn–OH

Author(s) -

Ruf Michael,

Vahrenkamp Heinrich

Publication year - 1996

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19961290908

Subject(s) - chemistry , nucleophile , hydrolysis , zinc , hydroxide , tris , stoichiometry , medicinal chemistry , cleavage (geology) , stereochemistry , organic chemistry , catalysis , biochemistry , geotechnical engineering , fracture (geology) , engineering

The molecular zinc hydroxide complex Tp Cum,Me ZnOH [ 1 , Tp Cum,Me = tris(3‐cumenyl‐5‐methylpyrazolyl)hydroborate] is a powerful nucleophile. It effects stoichiometric hydrolysis of activated esters RCOOX and amides RCONHX in nonaqueous media. The cleavage products are Tp Cum,Me ZnOCOR and HOX or H 2 NX, resp. Two of them (Tp Cum,Me ZnOCOCH 2 ‐CH 2 OH resulting from propiolactone and Tp Cum,Me ZnOCOCF 3 resulting from trifluoroacetamide) were characterized by crystal structure determinations.

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